Nitro-methyl redox coupling: efficient approach to 2-hetarylbenzothiazoles from 2-halonitroarene, methylhetarene, and elemental sulfur

Org Lett. 2013 Aug 16;15(16):4218-21. doi: 10.1021/ol401944a. Epub 2013 Aug 7.

Abstract

A simple, straightforward, and atom economic approach to 2-hetarylbenzothiazoles starting from 2-halonitroarene, methylhetarene, and elemental sulfur under mild conditions is described. The method is highlighted by the direct redox nitro-methyl reaction for carbon-nitrogen bond formation without an added oxidizing or reducing agent.